Roland indeed regretted his previous actions. Mainly, after returning to the Dark Tower these past few years, he reverted to his old self. In that world, there weren't the modern laws and regulations as there are now; power ruled and life-threatening disasters were too many, making him more accustomed to speaking with a gun.
Previously, living with Jack on Earth for more than a decade, accompanied by Jack Chambers, he learned Earth's rules. Moreover, since he mainly operated in the wilderness, he rarely had dealings with the police, and this was his first time being taken into the police station. If it weren't for mobility issues, the police might never have caught him, he would have escaped long ago.
